Indolmycin

• CAT Number: R005170
• CAS Number: 21200-24-8
• Molecular Formula: C14H15N3O2
• Molecular Weight: 257.293
• Purity: ≥95%
• Synonyms: 5S-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-4(5H)-oxazolone
• Target: Antibiotic
• Solubility: Soluble in ethanol, methanol, DMF or DMSO. Poor water solubility.
• Storage: -20°C
• IUPAC Name: (5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-1,3-oxazol-4-one
• InChI: InChI=1S/C14H15N3O2/c1-8(12-13(18)17-14(15-2)19-12)10-7-16-11-6-4-3-5-9(10)11/h3-8,12,16H,1-2H3,(H,15,17,18)/t8-,12+/m1/s1
• InChIKey: GNTVWGDQPXCYBV-PELKAZGASA-N
• SMILES: CC(C1C(=O)N=C(O1)NC)C2=CNC3=CC=CC=C32

Indolmycin is an antibiotic produced by certain Streptomyces species, known for its selective inhibition of bacterial tryptophanyl-tRNA synthetase, an enzyme crucial for protein synthesis. This mode of action makes indolmycin particularly effective against a range of Gram-positive bacteria and some Gram-negative bacteria, including Helicobacter pylori. Due to its unique mechanism, indolmycin has been studied as a potential therapeutic agent for treating bacterial infections, especially those resistant to other antibiotics. Its specificity also makes it a valuable tool in research for studying protein synthesis and bacterial biology.